RU2665579C1 - Способ получения сложных диэфиров терефталевой кислоты с обогащением возвратным спиртом - Google Patents
Способ получения сложных диэфиров терефталевой кислоты с обогащением возвратным спиртом Download PDFInfo
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- RU2665579C1 RU2665579C1 RU2017113968A RU2017113968A RU2665579C1 RU 2665579 C1 RU2665579 C1 RU 2665579C1 RU 2017113968 A RU2017113968 A RU 2017113968A RU 2017113968 A RU2017113968 A RU 2017113968A RU 2665579 C1 RU2665579 C1 RU 2665579C1
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- Prior art keywords
- alcohol
- reactor
- terephthalic acid
- column
- reaction
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims abstract description 120
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 96
- 150000005690 diesters Chemical class 0.000 title claims abstract 5
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- 239000000725 suspension Substances 0.000 claims abstract description 76
- 238000000034 method Methods 0.000 claims abstract description 57
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- 239000012074 organic phase Substances 0.000 claims abstract description 46
- 239000003054 catalyst Substances 0.000 claims abstract description 39
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- 239000000203 mixture Substances 0.000 claims description 27
- -1 terephthalic acid diester Chemical class 0.000 claims description 22
- 239000002253 acid Substances 0.000 claims description 14
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- 238000009835 boiling Methods 0.000 claims description 10
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- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
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- 238000005191 phase separation Methods 0.000 description 1
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- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000011085 pressure filtration Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 description 1
- XPGAWFIWCWKDDL-UHFFFAOYSA-N propan-1-olate;zirconium(4+) Chemical compound [Zr+4].CCC[O-].CCC[O-].CCC[O-].CCC[O-] XPGAWFIWCWKDDL-UHFFFAOYSA-N 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- YLQLIQIAXYRMDL-UHFFFAOYSA-N propylheptyl alcohol Chemical compound CCCCCC(CO)CCC YLQLIQIAXYRMDL-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000009419 refurbishment Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- RGELPTBMYNRHGF-UHFFFAOYSA-N terephthalic acid;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C1=CC=C(C(O)=O)C=C1 RGELPTBMYNRHGF-UHFFFAOYSA-N 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N tetraisopropyl titanate Substances CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
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- JINJMFAIGCWUDW-UHFFFAOYSA-L zirconium(2+);diacetate Chemical compound [Zr+2].CC([O-])=O.CC([O-])=O JINJMFAIGCWUDW-UHFFFAOYSA-L 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/34—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
- B01D3/36—Azeotropic distillation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0006—Controlling or regulating processes
- B01J19/0013—Controlling the temperature of the process
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0053—Details of the reactor
- B01J19/0066—Stirrers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/58—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00051—Controlling the temperature
- B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
- B01J2219/00087—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor
- B01J2219/00094—Jackets
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (5)
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EP14186137 | 2014-09-24 | ||
EP14186137.7 | 2014-09-24 | ||
EP15153483 | 2015-02-02 | ||
EP15153483.1 | 2015-02-02 | ||
PCT/EP2015/071578 WO2016046120A1 (fr) | 2014-09-24 | 2015-09-21 | Procédé de préparation de diesters d'acide téréphtalique comportant un enrichissement par recyclage de l'alcool |
Publications (1)
Publication Number | Publication Date |
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RU2665579C1 true RU2665579C1 (ru) | 2018-08-31 |
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RU2017113968A RU2665579C1 (ru) | 2014-09-24 | 2015-09-21 | Способ получения сложных диэфиров терефталевой кислоты с обогащением возвратным спиртом |
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Country | Link |
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US (1) | US10266477B2 (fr) |
EP (1) | EP3197860A1 (fr) |
CN (1) | CN107074721B (fr) |
BR (1) | BR112017005850A2 (fr) |
CA (1) | CA2962164A1 (fr) |
MX (1) | MX2017003926A (fr) |
RU (1) | RU2665579C1 (fr) |
TW (1) | TW201612152A (fr) |
WO (1) | WO2016046120A1 (fr) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
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JP6813562B6 (ja) | 2015-07-09 | 2021-02-10 | ビーエイエスエフ・ソシエタス・エウロパエアBasf Se | 硬化性組成物 |
EP3625208A1 (fr) * | 2017-05-19 | 2020-03-25 | SABIC Global Technologies B.V. | Procédé de production de plastifiant et de réduction de la consommation d'énergie |
PL234516B1 (pl) * | 2017-11-24 | 2020-03-31 | Grupa Azoty Zakl Azotowe Kedzierzyn Spolka Akcyjna | Sposób otrzymywania tereftalanów |
TWI691481B (zh) * | 2018-01-24 | 2020-04-21 | 南亞塑膠工業股份有限公司 | 一種提升對苯二甲酸酯可塑劑反應效能之方法 |
CN108752202B (zh) * | 2018-07-04 | 2021-08-10 | 南通百川新材料有限公司 | 一种连续酯化法制备偏苯三甲酸三酯的方法 |
KR102489171B1 (ko) * | 2019-07-04 | 2023-01-18 | 주식회사 엘지화학 | 디에스터계 물질의 제조 유닛 및 이를 포함하는 디에스터계 물질의 제조 시스템 |
KR102489173B1 (ko) * | 2019-07-04 | 2023-01-18 | 주식회사 엘지화학 | 열교환 시스템 및 이를 포함하는 디에스터계 조성물 제조 시스템 |
KR102489172B1 (ko) * | 2019-07-04 | 2023-01-18 | 주식회사 엘지화학 | 디에스터계 물질의 제조 유닛 및 이를 포함하는 디에스터계 물질의 제조 시스템 |
CN111077145A (zh) * | 2019-12-26 | 2020-04-28 | 沈阳化工研究院有限公司 | 连续生产中芳香胺重氮化反应转化率测定和/或控制方法 |
JP2022548988A (ja) * | 2020-06-05 | 2022-11-22 | エルジー・ケム・リミテッド | ジエステル系組成物の連続製造工程での反応制御方法 |
TWI792452B (zh) * | 2021-07-27 | 2023-02-11 | 長春人造樹脂廠股份有限公司 | 對苯二甲酸二(2-乙基己基)酯組合物 |
CN113769427B (zh) * | 2021-09-26 | 2024-05-28 | 上海交通大学 | 一种联产二甲基碳酸酯和二元醇的系统及方法 |
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US2825738A (en) * | 1954-10-26 | 1958-03-04 | Bayer Ag | Process for the manufacture of terephthalic acid dimethyl ester |
RU2283299C2 (ru) * | 2000-09-05 | 2006-09-10 | Оксено Олефинхеми Гмбх | Способ получения сложных эфиров карбоновых кислот |
JP2007077041A (ja) * | 2005-09-12 | 2007-03-29 | Mitsubishi Chemicals Corp | テレフタル酸ジエステルの製造方法 |
US20110251420A1 (en) * | 2008-12-16 | 2011-10-13 | Basf Se | Method for producing carboxylic acid esters |
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BR8103970A (pt) | 1980-10-20 | 1982-08-24 | Ad Ind Inc | Processo para remocao de vapor de agua de etanol gasoso |
GB2088739B (en) | 1980-11-28 | 1983-11-30 | Coal Industry Patents Ltd | Drying organic solvents |
US4372857A (en) | 1981-03-05 | 1983-02-08 | Union Carbide Corporation | Liquid adsorption process and apparatus |
US4465875A (en) | 1982-09-27 | 1984-08-14 | Calgon Carbon Corporation | Process for dehydrating ethanol |
US4487614A (en) | 1983-11-16 | 1984-12-11 | Union Carbide Corporation | Adsorption separation cycle |
GB2151501A (en) | 1983-12-22 | 1985-07-24 | Coal Ind | Continuous sorption process |
US4726818A (en) | 1984-12-20 | 1988-02-23 | Union Carbide Corporation | Bulk removal of water from organic liquids |
GB8601082D0 (en) | 1986-01-17 | 1986-02-19 | Distillers Co Carbon Dioxide | Potable spirit production |
EP0407037B1 (fr) | 1989-06-12 | 1994-09-21 | Merck & Co. Inc. | Procédé d'élimination d'endotoxine bactérienne à partir de polysaccharides gram-négatifs |
JPH04308543A (ja) | 1991-04-06 | 1992-10-30 | Kobe Steel Ltd | 含水エタノールの精製方法 |
AU684134B2 (en) | 1994-02-07 | 1997-12-04 | Qiagen Gmbh | Nucleic acid transfection efficiency increase by use of isopropanol in aqueous solutions |
FR2719039B1 (fr) | 1994-04-22 | 1996-06-21 | Interis | Nouveau procédé de déshydratation d'alcool par adsorption/regénération sur tamis moléculaire, et installation pour sa mise en Óoeuvre. |
WO1999063076A1 (fr) | 1998-06-01 | 1999-12-09 | The Immune Response Corporation | Nouveau procede de purification plasmidique a grande echelle |
DE10056179A1 (de) | 2000-11-13 | 2002-05-29 | Basf Ag | Verfahren zur Herstellung von Estern mehrbasiger Säuren |
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US7276621B2 (en) | 2005-08-12 | 2007-10-02 | Eastman Chemical Company | Production of di-(2-ethylhexyl) terephthalate |
US7799942B2 (en) | 2005-08-12 | 2010-09-21 | Eastman Chemical Company | Production of terephthalic acid di-esters |
WO2007115046A1 (fr) | 2006-03-31 | 2007-10-11 | Invitrogen Corporation | Préparation d'acide nucléique à faible teneur d'endotoxine |
WO2008031020A2 (fr) | 2006-09-08 | 2008-03-13 | Wyeth | Solution de lavage contenant de l'arginine utilisée dans la purification de protéines par chromatographie d'affinité |
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US8034970B2 (en) * | 2007-06-27 | 2011-10-11 | H R D Corporation | Method of making phthalic acid diesters |
EP2379483B1 (fr) | 2008-12-16 | 2013-06-26 | Basf Se | Procédé de traitement d'un ester brut |
EP2609068B1 (fr) | 2010-08-25 | 2020-03-18 | ExxonMobil Chemical Patents Inc. | Procédés de production d'esters |
TWI654177B (zh) | 2013-10-31 | 2019-03-21 | 德商巴斯夫歐洲公司 | 製備羧酸酯的方法及其作爲塑化劑的用途 |
TWI678359B (zh) | 2014-04-22 | 2019-12-01 | 德商巴斯夫歐洲公司 | 製備羧酸酯的方法及其作爲塑化劑的用途 |
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2015
- 2015-09-21 BR BR112017005850A patent/BR112017005850A2/pt not_active Application Discontinuation
- 2015-09-21 EP EP15766174.5A patent/EP3197860A1/fr not_active Withdrawn
- 2015-09-21 MX MX2017003926A patent/MX2017003926A/es unknown
- 2015-09-21 WO PCT/EP2015/071578 patent/WO2016046120A1/fr active Application Filing
- 2015-09-21 RU RU2017113968A patent/RU2665579C1/ru not_active IP Right Cessation
- 2015-09-21 US US15/513,775 patent/US10266477B2/en active Active
- 2015-09-21 CA CA2962164A patent/CA2962164A1/fr not_active Abandoned
- 2015-09-21 CN CN201580051299.6A patent/CN107074721B/zh active Active
- 2015-09-23 TW TW104131410A patent/TW201612152A/zh unknown
Patent Citations (4)
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US2825738A (en) * | 1954-10-26 | 1958-03-04 | Bayer Ag | Process for the manufacture of terephthalic acid dimethyl ester |
RU2283299C2 (ru) * | 2000-09-05 | 2006-09-10 | Оксено Олефинхеми Гмбх | Способ получения сложных эфиров карбоновых кислот |
JP2007077041A (ja) * | 2005-09-12 | 2007-03-29 | Mitsubishi Chemicals Corp | テレフタル酸ジエステルの製造方法 |
US20110251420A1 (en) * | 2008-12-16 | 2011-10-13 | Basf Se | Method for producing carboxylic acid esters |
Also Published As
Publication number | Publication date |
---|---|
CN107074721A (zh) | 2017-08-18 |
US10266477B2 (en) | 2019-04-23 |
BR112017005850A2 (pt) | 2018-02-06 |
CN107074721B (zh) | 2021-01-08 |
CA2962164A1 (fr) | 2016-03-31 |
EP3197860A1 (fr) | 2017-08-02 |
MX2017003926A (es) | 2017-06-30 |
WO2016046120A1 (fr) | 2016-03-31 |
TW201612152A (en) | 2016-04-01 |
US20170297998A1 (en) | 2017-10-19 |
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